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    Historic Opera House For Sale Title is generated by Realmo AI

    101 S Main, Winchester, KY 40391

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    For Sale
    $1,750,000

    COMMERCIAL - Winchester, KY

    Type:Office
    Property size:
    20,548 SF
    Lot size:
    0.23 Acres
    Price / SF:
    $85/SF
    Added:
    Nov 10, 2023
    Days on Market:
    932
    Last Refresh:
    May 30 at 3:06 pm

    Property Features for 101 S Main

    General Information

    Property type
    Commercial Sale
    Property subtype
    Office
    Standard status
    Active
    APN
    054-3218-001-00
    Size
    20,548 SF
    Lot size
    0.23 Acres

    Utilities

    Utilities
    Water Available
    Sewer type
    Public Sewer

    Building Details

    Floors in Building
    3
    Building materials
    Brick

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    Listing Contact
    Gregory Leveridge

    Listing agent Gregory Leveridge License #215416

    Listing office Block + Lot Homes 133 W Short St, Lexington, KY

    Listing date Nov 10, 2023

    MLS# 23021742

    Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Fully‑restored historic Opera House with multiple income streams.
    • Successful, established restaurant (Loma's) with potential leaseback option.
    • Prime downtown location in Winchester, KY.
    • Extensive renovations with commercial kitchens, interior elevator, and historic charm.
    • Located in an Opportunity Zone with access to city grants.
    • Benefits from city's $5.5 million investment in downtown improvements.

    Overview

    Located in the heart of Downtown Winchester, the fully-restored historic Opera House at 101 S. Main Street functions in a multiple-use capacity. The property includes gallery space, a successful restaurant space operating for seven years, wedding event and reception space, and office space. The extensive renovation includes multiple commercial kitchens, an interior elevator, gracious entertainment spaces, hardwood floors, large windows, exposed brick, and functioning fireplaces. The Opera House renovations earned the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Comm. The property offers flexible layouts for various uses, including continuing the existing operations with lease-back potential from the owner-occupied Loma's restaurant. Located in an Opportunity Zone, Downtown Winchester offers grants for renovations and business development. The property benefits from the City of Winchester's investment in the neighboring High Side Improvement Project, which includes $5.5 million invested in new angled parking, new sidewalks and added ramps, enhancing downtown accessibility, as well as 13 new high-end apartments with 10 more in development. The property size is 20,548 square feet, situated on a 0.23-acre lot.
    Property Profile Location Intelligence

    Current Use by Public Records

    Peoples Exchange Insurance Atm Peoples Exchange Bank Bank

    Suggested Use

    Real Estate Agency Law Firm Restaurant Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Gym & Fitness Center Pharmacy

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Winchester
    County
    Clark
    State
    Kentucky
    Longitude
    -84.177741
    Latitude
    37.991651

    FAQs

    What type of property is this?
    Wedding venue - Fully-restored Opera House in Downtown Winchester with multiple uses.
    Where is this wedding venue located?
    The property is located at 101 S Main Winchester, KY.
    What is the asking price?
    The asking price for this property is $1,750,000.
    What are key features of this property?
    This property features: Fully‑restored historic Opera House with multiple income streams.; Successful, established restaurant (Loma's) with potential leaseback option.; Prime downtown location in Winchester, KY.
    More about this property
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